Trail Running calendar near Medstead 2026-2027

Run along the historic Thames Path in Runnymede, near the site of the Magna Carta. This lapped course offers scenic views and multiple distances from a 10K to a full marathon. Every finisher earns a unique medal.

A fundraising off road 10 km, 5 km and junior run at Milton Creek Country Park on 10 May 2026, supporting the Oliver Fisher Special Care Baby Trust. The event features mapped trail routes, a bespoke medal, prizes and limited free parking.

Run one or two loops through the undulating vineyards of Rathfinny Wine Estate on a carbon neutral trail event that supports the WOLO Foundation and awards recycled slate medals to finishers.

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.

This scenic trail run in the South Downs offers 10k and 20k distances. The hilly route provides stunning views across the Cowdray and West Dean Estates. The event includes chip timing, a finisher's medal, and a race village with refreshment..

Trail races through Thomas Hardy countryside near Dorchester offering a roughly 5 mile option and an about 13.1 mile half marathon. Routes are mainly trail with steep sections and an event village at Dorchester Rugby Club.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Explore the beautiful trails of the Chiltern Hills on this 30km guided trail run. The event includes a Run Leader, a checkpoint with snacks, and a finisher's medal. It starts near Tring Station, with easy rail access from London.

Black to the Trails is a vibrant trail running festival designed to boost ethnic diversity in the sport. Run a 1K, 5K, 10K, or Scotch Bonnet 10K on the beautiful trails of Dunstable Downs. Enjoy a day full of activities, food, and music wit..

The Woodland Woggle is a scenic 6k trail race through Hampton Estate and Puttenham Common. Expect undulating hills, Bluebell woods, and chip timing, with a bespoke medal for every finisher. Ample parking and refreshments are available at th..

A series of marked trail races around Stroud and the Cotswolds using towpaths, commons and old railway lines, with checkpoints, water stations, marshals and map/GPX support.

Celebrate summer with this flat, off-road race series in Dinton Pastures Country Park. Choose from 5km, 10km, or a kids' 2km across four Thursday evenings. Enjoy chip timing, a finisher's medal, and a friendly atmosphere.

Event Overview The North Downs Way 50 (NDW50) is a 50-mile point-to-point trail run along the North Downs Way National Trail. It starts in Farnham, Surrey and finishes in Knockholt Pound, on the outskirts of Greater London. The total climb..

A multi-distance trek and trail event along the Jurassic Coast from Corfe Castle to Bridport on 16 and 17 May 2026. Distances range from 10 km to about 100 km with camping, transfers, GPS tracking, medical support and catered rest stops.

Compton Harriers stage the Compton Downland Challenge on 16 May 2026 with a multi-terrain full marathon (26.8 miles) and a 16 mile route across the Berkshire Downs. The event includes aid stations, a seven hour limit and a hand-thrown finis..

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

The Maverick Cotswolds Trail returns for its 11th year on May 16, 2026. Starting from the historic Sudeley Castle, runners can choose from five scenic trail distances, from a 7km Short to a 51km Ultra. This dog-friendly event features a cup..

A measured 10 km cross country run in Priory Park, Reigate on 17 May 2026 with a 250 metre section plus four laps, water stations, first aid and registration on the day. Trophies and a bespoke medal are awarded and the event supports Sport..

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.